$112 Cheap flight deals from Toronto (YTO) to Highland Park (CHI)
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This Weekend's Flight Deals from Toronto to Highland Park
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $112 One Way, $180 Round Trip from Toronto to Highland Park
Prices starting at $180 for return flights and $112 for one-way flights to Highland Park were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Highland Park economy flight packages
Trump International Hotel & Tower Chicago
Mar 13 - Mar 15
Toronto (YYZ) to Chicago (ORD)
Reviewed on Oct 13, 2025
Hotel Riu Plaza Chicago
Mar 20 - Mar 23
Toronto (YYZ) to Chicago (ORD)
Chicago (ORD) to Toronto (YYZ)
Reviewed on Jan 14, 2026
More About Flying To Highland Park from Toronto
Route Information for Flights from Toronto to Highland Park
Origin Airport IATA Code | YTO |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Toronto to Highland Park
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Keep Up With Sudden Flight Changes
As any traveler knows, air travel can suddenly be temporarily halted due to service disruptions. Along with offering the best fares for flights from Toronto to Highland Park, Orbitz also offers free mobile phone and email alerts that help you keep up with sudden changes to your flight plans. Choose from email, text, or voice message alerts.
Get Great Prices for Toronto to Highland Park Flights
Orbitz features both an Android app and an iPhone app to give you the lowest prices for Toronto to Highland Park flights. Use these mobile apps to get updates on your flight, the details of your itinerary, and to learn about available hotel deals in the area.
Fly for Less and Earn Miles
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.